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19 High Street
Middlefield CT 06455 US

$850,000

Active Listing ID 24196454
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2 bed
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4,073 square feet
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2.00 Bath (1 Full , 1 Half)
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Lot: 1.20 Acres
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Other

$850,000

Active Listing ID 24196454
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19 High Street Older than America, the historic Chilson Bailey House offers a rare opportunity to own a true circa 1750 center chimney Colonial while enjoying the comfort of a beautifully designed 2008 addition. The original 1750 home is not currently livable and is ready for renovation, providing the next owner the chance to restore an authentic piece of Connecticut history at their own pace. Everyday living takes place in the thoughtfully designed 2009 addition featuring 2, 963 square feet of living space, a spacious country kitchen with an oversized island, soaring great room with a floor-to-ceiling stone fireplace, wide-plank pine floors, a first-floor primary suite, and an expansive second-floor loft ideal for a home office, family room, or creative space. Outside, the impressive barn and detached garage provide exceptional space for car collectors, hobbyists, contractors, woodworking enthusiasts, or anyone needing room for projects, equipment, or recreational vehicles. Major improvements-including the addition, detached garage, septic system, 200-amp electrical service, lease solar, and new windows in the original home-have already been completed, allowing you to focus on restoring the historic heart of this remarkable property. Whether you're passionate about historic preservation or simply searching for a property unlike any other, this is your opportunity to restore a landmark while enjoying the comforts of modern living from day one.

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Property Features

  • Facts
  • Lot Size: 1.20 Acres
  • Property Type: Residential
  • Property Sub-type: Other
  • Features
  • Full Bathrooms: 1
  • 1/2 Bathrooms: 1
  • Exterior Finish: Barn, French Doors, Patio
  • Additional Features
  • Basement
  • Fireplace
  • Patio

School Information

  • School
  • John Lyman(Elementary)
  • Coginchaug Regional(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Other
  • listprice: 850000
  • unparsedaddress: 19 High Street
  • postalcity: Middlefield
  • stateorprovince: CT
  • country: US
  • postalcode: 06455
  • bathroomsfull: 1
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 1.2
  • lotsizeunits: Acres
  • lotsizearea: 1.2
  • livingarea: 4073
  • livingareaunits: Square Feet
  • latitude: 41.515732
  • longitude: -72.72606
  • listagentfullname: Debbie Huscher
  • listagentemail: dhuscher@comcast.net
  • listagentkey: 3yd-CTMLS-HUSCHERD
  • listagentmlsid: HUSCHERD
  • listagentpreferredphone: 8609184580
  • listagentofficephone: 8554500442
  • listofficekey: 3yd-CTMLS-RLBR01
  • listofficemlsid: RLBR01
  • disclaimer: Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: CTMLS
  • yearbuilt: 1750
  • listingcontractdate: 2026-08-03
  • listagenturl: https://www.onereal.com
  • countyorparish: Middlesex
  • elementaryschool: John Lyman
  • highschool: Coginchaug Regional
  • appliances: Oven/Range, Refrigerator, Dishwasher
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • waterfrontyn: False
  • franchiseaffiliation: None
  • interiorfeatures: Open Floor Plan
  • exteriorfeatures: Barn, French Doors, Patio
  • architecturalstyle: Other
  • rooms: Bedroom 2, Basement, Bathroom 1, Bathroom 2, Bedroom 1
  • patioandporchfeatures: Patio
  • basement: Full
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -72.72606, 41.51573
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Real Broker CT, LLC", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"dhuscher@comcast.net", "ListBrokerageCity":"Hartford", "ListBrokerageCountry":"US", "ListBrokerageEmail":"ctbroker@therealbrokerage.com", "ListBrokerageLogoUrl":null, "ListBrokerageName":"Real Broker CT, LLC", "ListBrokeragePhone":"(855) 450-0442", "ListBrokeragePostalCode":"06103-4500", "ListBrokerageStateOrProvince":"CT", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"100 Pearl St., FL 14", "ListBrokerageWebsiteUrl":"https://www.onereal.com", "ListOfficeAddress1":"100 Pearl Street, 14th Floor ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"RLBR01", "ListOfficeCity":"Hartford", "ListOfficeCountry":"US", "ListOfficeEmail":"Membership@therealbrokerage.com", "ListOfficePostalCode":"06103", "ListOfficeStateOrProvince":"CT", "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - Middlefield, CT", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/19-High-St_Middlefield_CT_06455_M49091-52888?f=listhub&s=CTMLS&m=24196454&c=rexren", "MLSModificationTimestamp":"2026-08-14 04:05:02", "Neighborhoods":[], "PostalCode":null, "RoomCount":8, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":10617, "TaxDescription":null, "TaxYear":"2027"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 8/14/2026 5:11:28 AM GMT
Source Updated Date: 8/15/2026 1:01:05 AM GMT

Courtesy of: Debbie Huscher, Real Broker CT, LLC, dhuscher@comcast.net

Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.